Enantioselective cycloaddition of carbonyl ylides with arylallenes using Rh2(S-TCPTTL)4

被引：15

作者：

Krishnamurthi, Janagiraman ^{[1
]}

Nambu, Hisanori ^{[1
]}

Takeda, Koji ^{[1
]}

Anada, Masahiro ^{[1
]}

Yamano, Akihito ^{[2
]}

Hashimoto, Shunichi ^{[1
]}

机构：

[1] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo, Hokkaido 060, Japan

[2] Rigaku Corp, Xray Res Lab, Tokyo 1968666, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 32期

关键词：

CATALYTIC ASYMMETRIC-SYNTHESIS; INTERMOLECULAR 1,3-DIPOLAR CYCLOADDITION; ALPHA-DIAZO KETONES; DIRHODIUM(II) COMPLEX; NATURAL-PRODUCT; RH(II) CATALYST; GENERAL ACCESS; ACID; ALLENES; DIPOLAROPHILES;

D O I：

10.1039/c3ob41236a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first catalytic asymmetric carbonyl ylide cycloaddition with arylallenes is described. With dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate], Rh-2(S-TCPTTL)(4), the cycloaddition of carbonyl ylides derived from diazoketoesters with arylallenes proceeded in a fully chemo- and regioselective manner to give highly functionalized 8-oxabicyclo[3.2.1]octanes with up to 99% ee and perfect exo diastereoselectivity.

引用

页码：5374 / 5382

页数：9

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